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Playing Hooky on 30A private pool sleeps 20

Photo gallery for Playing Hooky on 30A private pool sleeps 20

Living area
Pool
Exterior
Property grounds
Living area

Reviews

9.6 out of 10, Loved by Guests
Top 10% based on
6 bedrooms4+ bathroomsSleeps 204242 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Santa Rosa Beach, FL
  • Place, CHROMA Kathleen Broaderick Studio & Gallery
    ‪2 min walk‬
  • Place, Santa Rosa Beach
    ‪3 min walk‬
  • Place, South Walton Beaches
    ‪8 min walk‬
  • Airport, Fort Walton Beach, FL (VPS-Northwest Florida Regional)
    ‪54 min drive‬

Rooms & beds

6 bedrooms (sleeps 20)

Bedroom 1

1 King Bed and 1 Double Sofa Bed

Bedroom 2

1 King Bed

Bedroom 4

1 Queen Bed and 1 Double Sofa Bed

Bedroom 5

1 King Bed

Bedroom 6

1 King Bed

4 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Bathtub · Toilet · Shower only

Half Bathroom

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Playing Hooky on 30A private pool sleeps 20

Top Reasons to Book Playing Hooky on 30a!
* Private beach access
* Gated community
* Private balconies
* Large flat-screen televisions in each room
* Private pool
*Golf Cart available for rent for addt'l fee*
* Walk or bike to Gulf Place
* Minutes to Silver Sands Outlets, Baytowne Wharf & Grand Boulevard
* Professionally Managed; 24/7

Welcome to Playing Hooky on 30a, a luxury home nestled on the south side of 30a in South Walton perfect for large groups, small weddings, corporate retreats, and multiple families wanting to vacation together in paradise! This 3-story home sleeps 21 with plenty of room for everyone! With over 4200 sq. feet of a wonderfully laid out open floor plan, Playing Hooky on 30a offers large bedrooms, upscale furnishings, fully renovated and stocked kitchen, oversized laundry room with extra refrigerator, and three levels of wraparound porches and balconies to enjoy.

Located just 250 yards to the beach, Playing Hooky on 30a is located in a less crowded section of the South Walton beach, along the bike path, and only a few minutes' walk to Gulf Place Town Center. A large private pool is surrounded by nature with the pool deck offering plenty of chaise lounges and seating.
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Upon entering the home, you'll encounter a completely renovated coastal chic kitchen and living room with furniture, flooring, 65'' Smart TV with DVD player, wine bar, fully equipped kitchen, with plenty of dining seating at a large table and the bar area. Also featured on this floor, an oversized laundry room with extra full refrigerator, and King bedroom with pull out Twin oversize chair and 55'' Smart TV. The third story at Playing Hooky on 30a features a huge King Master Suite with a spacious sitting area with pull out Queen sleeper sofa and 55'' Smart TV. The Master Suite also features an ensuite bath with large double sinks, stand up tiled shower and Garden Tub, as well as views of the tranquil 30a scenery. Another King bedroom on the third floor adjoins a full bath. A third bedroom on the third floor has a comfy Queen bed with a Queen pull out sleeper sofa. All bedrooms have wall-mounted TVs. The first floor offers access to the pool and pool deck as well as two additional bedrooms.
The Bunk Room features two bunk beds with Twins on top and Full-size beds on the bottom bunk - with easy access stairs for the top bunk! The other bedroom on the first floor offers a King bed and access to the pool deck.

San Remo condominium pool access available to you for your stay!!

The pool can be heated from Oct-March for an additional fee.

**No access to the fitness facility
**We've cut the cord! All TV's in the home are Smart TVs and available for you to stream your favorite services.

No smoking, no parties and no pets, please.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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  • Washer
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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Santa Rosa Beach

Located in Santa Rosa Beach, this vacation home is near a water park and near the beach. While the natural beauty of Santa Rosa Beach and Blue Mountain Beach can be enjoyed by anyone, those looking for an activity can check out Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links. Sundog Books and Sirens at the Beach are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching.
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Map
Santa Rosa Beach, FL

What's nearby

  • CHROMA Kathleen Broaderick Studio & Gallery - 2 min walk - 0.2 km
  • Santa Rosa Beach - 3 min walk - 0.3 km
  • South Walton Beaches - 8 min walk - 0.7 km
  • Justin Gaffrey Gallery - 2 min drive - 1.4 km
  • Seaside Beach - 12 min drive - 10.4 km

Getting around

  • Northwest Florida Regional Airport (VPS) - 55 min drive

Restaurants

  • ‪Burger King - ‬6 min drive
  • ‪Palm Folly Hard Seltzer - ‬6 min drive
  • ‪Del Taco - ‬6 min drive
  • ‪Pub Grimes - ‬5 min drive
  • ‪Santa Rosa Golf & Beach Club - ‬6 min drive

Frequently asked questions

Does Playing Hooky on 30A private pool sleeps 20 have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Playing Hooky on 30A private pool sleeps 20?

As of Mar 26, 2026, prices found for a 1-night stay for 2 adults at Playing Hooky on 30A private pool sleeps 20 on Apr 25, 2026 start from $1,007, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Playing Hooky on 30A private pool sleeps 20 pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Playing Hooky on 30A private pool sleeps 20?

Check-in begins at 4:00 PM.

What time is check-out at Playing Hooky on 30A private pool sleeps 20?

Check-out is at 10:00 AM.

Where is Playing Hooky on 30A private pool sleeps 20 located?

Situated by the sea, this vacation home is within a 5-minute walk of CHROMA Kathleen Broaderick Studio & Gallery and Santa Rosa Beach. South Walton Beaches and Justin Gaffrey Gallery are also within 1 mi (2 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 30 out of 39 reviews
Rating 8 - Good. 7 out of 39 reviews
Rating 6 - Okay. 2 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 0 out of 39 reviews

9.0/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kristi S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Senior trip

Enjoyed the stay
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Tammi L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful family vacation

Loved the house, location and surrounding area
Stayed 7 nights in Mar 2022
Verified

10/10 Excellent

Allison H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mom/kids beach trip

We had a wonderful time and this space was perfect for our large group! Safe, clean and easily accessible to beach!
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Chris C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

Accommodations exceeded our expectations!!
Stayed 7 nights in Nov 2021
Verified

10/10 Excellent

Galen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great location - short walk to beach and local shops/restaurants! Lovely house!
Stayed 5 nights in May 2021
Verified

10/10 Excellent

Micki T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Spring Break

Wonderful time with the family!
Stayed 7 nights in Mar 2024
Archival

10/10 Excellent

Christy W.

Amazing Vacation

Loved the house it was perfect location and just so beautiful. We will be back next year.
Stayed 7 nights in Aug 2017
Verified

10/10 Excellent

Hiwasse S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect vacation

The house was perfect for my husband and I and 3 grown kids and their familys. Plenty of room. Restaurants were within walking distance and beach just a few minutes away
Stayed 5 nights in Jun 2024
Verified

8/10 Good

Michael C.

Liked: Cleanliness, check-in, communication, location

Great location

There were some minor issues that didn’t coordinate with how the listing was stated…but overall a nice place and great location
Stayed 7 nights in Jul 2021
Archival

10/10 Excellent

lori l h.

AWESOME STAY

This is by far the best place I have EVER stayed in Florida. House is wonderful and large enough to have fun all in one room yet rooms for privacy. Easy access to beach, restaurants and can use amenities of the condos. Would highly recommend
Verified

10/10 Excellent

Wendy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home with a private pool in a great location

Beautiful home with a private pool in a great location. The house was clean and comfortable, property management respond quickly to small issue, we thoroughly enjoyed this day.
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Jennifer G.

Absolutely PERFECT!

We just left Playing Hookey today, and we all cannot get over how perfect this house was. It has ample space, is very clean, and the short walk to the beach was easy, even for the small kids in our group. We all want to stay in this house again next year!
Stayed 7 nights in Mar 2018
Verified

10/10 Excellent

Colleen W.

The property was perfect for our family reunion. We had three families with 7children.

The property was clean and well maintained. The kitchen was exceptionally well stocked and two full sized refrigerators were a plus. All the bedrooms are large and the beds are comfortable. The kids loved the pool and the short walk to the beach was not a problem. We had a great week.
Stayed 7 nights in Jul 2018
Verified

10/10 Excellent

Frank M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Week, Great house

Wonderful home, close to beach and Santa Rosa shopping. Management took care of minor problems quickly. Will be back for sure next year.
Stayed 7 nights in Jul 2019
Verified

10/10 Excellent

Janet P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome

Will go back!
Stayed 7 nights in May 2019
Verified

10/10 Excellent

Paula F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Florida beach stay

Management company on top of everything owners lead us to believe their were beach and pool toys and there was not but management company and a trip to Walmart solved our problems
Stayed 6 nights in Dec 2021
Verified

8/10 Good

Ron W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer vacation

Very nice house and grounds. Access to the beach was good and the house itself suited us fine. The only thing I would change was the seating in the living area wasn't enough for our group.
Stayed 14 nights in Jul 2020
Verified

10/10 Excellent

Kathryn J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Multi Generational Rental

This property was fantastic for our large family vacation. We had 7 adults and 8 children, but we never felt like we were on top of one another. The bedrooms were a great size and the beds were very comfortable. The kitchen was well stocked with pots, pans, dishes, etc. There were several fridges which was great for extra groceries and drinks. It was an easy walk to the beach access. We had plenty of parking and so many options for dining and shopping were walkable. The private pool was very clean and a great ammenity. The owners were extremely responsive and communication was great. Thank you for a fantastic family vacation.
Stayed 7 nights in May 2025
Verified

10/10 Excellent

William B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

review

Clean, large house, great location, house could be stocked with a few more minor necessities like salt and pepper shakers, but overall a great vacation and easy access/checkin- out
Stayed 4 nights in Oct 2021
Verified

10/10 Excellent

Mary Kaye B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Marriage of daughter on beach

House was beautiful and clean. We needed help with wifi and got immediate response from rental folks. Great experience.
Stayed 4 nights in May 2021
Archival

10/10 Excellent

Girlfriend Retreat

What a place! We had the best time. Everything about this property was fantastic. Beautiful, upscale decor with all the updated amenities. Plenty of space for everyone to relax, take walks, bike rides or just visit. The walk to the beach is very short, however, on the cloudy day we enjoyed the private heated pool! Plenty of restaurants and shopping are all close by. Great location.
Verified

10/10 Excellent

Robert G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just as shown

Pictures tell it accurately, beautiful place, great vacation spot. Parking situation is better than expected, no one else parked in the ten or so spaces right next to the house besides us. Tons of space. Everything was just as advertised.
Stayed 5 nights in Apr 2021
Verified

10/10 Excellent

Betsy N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous House and great location

Plenty of room for our group of 10. Pool was not as large as we thought, but worked out fine. Easy walk to the beach. Only complaint is for the money we paid, we had to purchase paper towels, toilet paper and there were only two kitchen towels for drying dishes.
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

sharon c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Multigeneration family beach trip

The property was very nice. The location was excellent- south of 30a with no road to cross. This is important for our family with children. They supply beach chairs, umbrellas, and toys. Our middle school kids ride the large flamingo up and down the beach all week! The beds were awesome-so comfy! The pool with the little water fall was a good size and fun.
Stayed 7 nights in May 2020
Verified

8/10 Good

Patricia S.

So far the best location we have stayed in the last 7 years.

The house is lovely and spacious. It is a little dated but overall nicely decorated. It would have been great if there was a full bath for each of the six bedrooms instead of only 4. The pool was great but we had to call about the pump on 3 occasions. There are beach items and a cart available for use which was great. Also, having bicycles was great.
Stayed 7 nights in Jun 2018

About the host

Hosted by Brad Johnson

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Languages:

English

Premier Host

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